Holiday rentals in Oskaloosa

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Top-rated holiday rentals in Oskaloosa

Guests agree: these stays are highly rated for location, cleanliness and more.

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Top guest favourite
The exterior of the cottage features a green facade with a welcoming entrance. A decorative wreath hangs on the door, accompanied by seasonal decor on a shelf. A vibrant red wagon and wooden seating are visible, along with a stylish wooden privacy screen and a covered entry area.
Tiny home in Tonganoxie
4.98 out of 5 average rating, 396 reviews

Kathy's Kottage (near Legends)hot tub-fire pit

First of - Kathy’s Kottage offers a uniquely private, warm and inviting detached cottage. We are not a huge commercial venture, but owned, operated, maintained, and cleaned by hosts who live within 150 yards. The Kottage is our only offering. We charge a cleaning fee of $35 a stay, so there isn't a list of chores at check out. We take up to 4 hours between every stay to extensively clean and disinfect every surface. We are proud of the Kottage as shown in every review over the last four years.

Top guest favourite
An industrial-style kitchen is displayed, featuring teal cabinets and a rustic wooden dining table positioned on original wood flooring. Two pendant lights hang from the ceiling above the table, and a black refrigerator is set against a wall with decorative tile. Arched windows allow natural light to enter the space.
Loft in Leavenworth
4.98 out of 5 average rating, 99 reviews

Queenie’s Loft South in historic Leavenworth, KS

Perfect for a unique, exclusive getaway. Set in a 170 year old building with industrial bones and decor, this is the “sister airbnb” to our already popular loft on the north side. Built in 1862, this loft overlooks the pristine city hall. Original wood floors, high ceilings, arched windows, and brick walls. Take an elevator upstairs to your oasis above our boutique candle shop. All furnishings and decorating are thoughtfully placed to compliments the beautiful masculine bones of this building.

Guest favourite
A spacious sectional sofa in dark brown leather is positioned in a well-lit living area. A decorative blue area rug adds color beneath the seating. A side table with a lamp and small plants complements the comfortable setup, with a dining area visible in the background.
Home in Lawrence
4.91 out of 5 average rating, 186 reviews

Home Away From Home-3 bedroom 2 bath retreat

Enjoy ping pong or foosball in the attached garage. Take a nap in the comfy beds or relax on the soft sectional to watch TV. We are located 7 minutes from Walmart, Sprouts, or Dillons and 11 minutes from KU. Many restaurants are located nearby. You can eat at the picnic table in the fenced in back yard, or enjoy a burger made on the electric grill. On chilly evenings you can turn on the gas fireplace to stay extra warm. Four cars can fit in the driveway and there is space on the street too.

Guest favourite
A spacious living area displays a comfortable gray sofa adorned with decorative pillows. A dining table is visible in the background, paired with wooden chairs. A kitchen with wooden cabinetry and a white refrigerator is located beyond. Natural light streams through the windows.
Guest house in Ozawkie
4.96 out of 5 average rating, 136 reviews

Rock Creek Loft Guesthouse neighboring Lake Perry

Voted one of the top Airbnbs to stay at in Kansas Imagine a serene setting walking distance to Lake Perry, just a 3 minutes walk to the Rock Creek Marina where you can boat, jet ski, or fish off the dock. 2 bedroom guest loft w/ Nest smart lock, private entrance, Starlink, fully equipped kitchen w/ open floor plan, Twinkle King mattress, 65” Satellite HD Smart TV, electric fireplace, washer/dryer, separate Nest central heat & air. Golfing, hiking, biking, ATV trails are minutes away.

Guest favourite
The octagonal cottage is surrounded by a well-manicured lawn and features a stepping stone pathway leading to a patio area. Large windows with shutters offer natural light, and a small air conditioning unit is visible on the side of the structure.
Guest house in Eudora
4.89 out of 5 average rating, 260 reviews

Cozy cottage getaway in garden paradise

Get away and relax in a whimsical octagonal cottage surrounded by a lush garden, overlooking a aqua pond and the Wakarusa river. You will have everything you need for a romantic date night or an inspiring place to slow down and reconnect with nature. •1 bedroom open living space with lots of natural light and beautiful views. • Coffee cart with microwave and electric burner and mini frig are provided. • Paddle boat at the lower pond & 2 disc golf nets available for fun. •NO PETS ALLOWED

Top guest favourite
The farmhouse features a grey exterior with white accents, set against a clear blue sky. A manicured lawn is complemented by pink flowers lining the entrance. A garage is attached, and the front porch is adorned with hanging planters.
Home in Oskaloosa
5.0 out of 5 average rating, 35 reviews

Quiet Acres in Oskaloosa KS

Quiet Acres is a two story lovely farmhouse in Oskaloosa KS. Surrounded by fields and yet close to the small town of Oskaloosa, enjoy the peacefulness of the country and also be close to the convenience of town. Quiet Acres sleeps 10 with four bedrooms and one air mattress. It has a fully equipped kitchen, a furnished living room, and all the other amenities you will need for your stay. Quiet Acres is also located close to the towns of Lawrence and Topeka, and is an hour from Kansas City.

Guest favourite
The exterior of the above-garage apartment is depicted, featuring a pink facade and a private entrance. A stone pathway leads to a charming patio area adorned with vibrant flowers and greenery. A decorative bench and trellis enhance the inviting garden atmosphere.
Home in Lawrence
4.89 out of 5 average rating, 575 reviews

Spacious w/ kitchen near downtown

Spacious above garage apartment with kitchen. Offers full bathroom, living room, eating space and bedroom and private entrance. There are two high quality sleeping sofas in the Air B and B. Walking distance to downtown. Near football stadium. Beautiful view of garden. Scenic area and view of town. We do allow pets, but there is an extra charge, depending on length of stay, how many animals, etc. Please let me know right away, if you are bringing an animal, and we can discuss details.

Top guest favourite
Two sets of glass doors open to the indoor swim spa, framed by textured turquoise walls. A cozy seating area with a hanging chair and a small table is positioned nearby, along with greenery that adds a touch of nature to the space. Robes hang accessible on hooks.
Home in Eudora
4.97 out of 5 average rating, 117 reviews

The Cottage: Luxurious Getaway!

Escape to luxury at this private cottage with indoor 17-ft swim/spa, sauna, and steam shower. Sleeps up to 10 with beds, air mattresses, and convertible furniture. Enjoy a fenced patio, fire pit, robes, slippers, face masks, Nespresso, and more. Perfect for a romantic getaway, group stay, or small event (max 15). Includes kitchen, lounge areas, smart tech, and walkable access to downtown Eudora. No pets. Quiet hours 10p–8a. Swim at your own risk. Property is not child-proof.

Top guest favourite
A bright living area features large windows framing views of the surrounding nature. Comfortable seating includes a blue sofa with orange cushions and two accent chairs. A colorful area rug lies beneath a coffee table, enhancing the spaciousness of the room.
Earthen home in Perry
4.99 out of 5 average rating, 104 reviews

The Meadow - Modern Strawbale on 10 Private Acres

Take it easy at this unique and tranquil getaway. The Meadow house, a modern strawbale home, is surrounded by creeks and woodlands on ten secluded acres. Explore the surrounding woods, relax on the spacious deck and take in the stars, and plan adventures in nearby Lawrence and at Perry Lake Inside the home, curl up in a peaceful corner to enjoy a book, challenge family and friends to various games in the rec room, and enjoy meals from the modern kitchen with all the amenities.

Top guest favourite
Cabin in McLouth
5.0 out of 5 average rating, 29 reviews

Cordwood Cottage w/ Sauna 15 minutes from I-70

Unique cottage made of earthen materials in the woods by a creek. This place is very small! (12 x 16) but makes up for it in charm with artistic touches everywhere. Only 15 minutes from downtown Lawrence, KU, and I-70. Plus, it has a sauna for you to enjoy! The sauna converts to a shower with hot water. NO INDOOR TOILET. The composting toilet is right outside the door on the deck so is easy to reach. We pride ourselves on it being a pleasant environment and NOT stinky!

Top guest favourite
A newly renovated log cabin is surrounded by lush greenery, offering a tranquil entrance. A stone pathway leads to the rustic wooden door, while a picnic table is positioned nearby under the shade of a tree, enhancing the inviting outdoor space.
Cabin in Tonganoxie
4.96 out of 5 average rating, 896 reviews

Cozy Cabin Retreat

Escape to our cabin which earned top-rated Airbnb in all of Kansas for a cozy, quiet getaway. Ideal for unwinding and rejuvenating after the demands of a hectic day. Enjoy scenic hiking trails, axe throwing, horseshoes, or a peaceful walk through our labyrinth. End the day with a stunning sunset over the valley from our swing. Just 5 minutes from the lake! Note: The cabin is on a shared property with a retreat center, Sacred Hearts Healing.

Guest favourite
Three horses graze on lush green grass under a glowing sunset. The sun casts a warm light across the landscape, creating a serene backdrop. A dog is visible nearby, adding a friendly element to the peaceful countryside scene.
Farm stay in Weston
4.93 out of 5 average rating, 402 reviews

Hippie Hills - Cozy Country Lodging and a Hot Tub

Like a storybook, but with Wi-Fi, a hot tub, and a hospitality crew. Dogs Taco, Ally, and Bullet greet you at your car, frisbee in tow and zero chill. Donkeys Slim and Shady expect breakfast negotiations, while cats Potato and French Fry judge from afar. Horses Pieces and Jasper love head scratches. Historic Weston is 5 minutes away with shops, wineries, and charm. After exploring, unwind in hot tub under the stars. LGBTQ friendly

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